Westside Real Estate

Welcome to Westside, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

Westside is characterized by its picturesque tree-lined streets, well-maintained parks, and a strong sense of community. The subdivision features a variety of homes that cater to diverse lifestyles, from cozy single-family residences to spacious townhomes, all designed with modern amenities and thoughtful layouts. Whether you’re looking for a starter home or a place to settle down, Westside has something to suit every need.

One of the standout features of Westside is its prime location. Residents enjoy easy access to major highways, making commutes to nearby Orlando and other attractions a breeze. Kissimmee is known for its rich history, vibrant culture, and proximity to world-famous theme parks, including Walt Disney World and Universal Studios. In addition, the area boasts an array of shopping, dining, and entertainment options, ensuring that you’re never far from what you need.

Families will appreciate the excellent schools and recreational facilities in the vicinity, while outdoor enthusiasts can explore the nearby lakes, parks, and nature trails that showcase Florida's stunning natural beauty.

In Westside, you’re not just buying a home; you’re investing in a lifestyle filled with community spirit, convenience, and endless opportunities for fun and relaxation. Come discover why Westside is the perfect place to call home!

Newest Listings in Westside

$595,500

3 Beds ⋅ 2 Baths ⋅ Westside SubDv. ⋅ 32764 Zip Code

THERE IS NO OTHER LIKE THIS ONE. IT'S A CUSTOM-BUILT HOME FROM ONE OF THE BEST BUILDERS AROUND. ALL NEW TEXTURED CEILINGS WALLS AND PAINT THROUGHOUT, NEW KITCHEN 2 LAZY SUSANS BIG DEEP SINK ALL WOOD SOFT TOUCH CLOSING CABINETS EXTRA LARGE PANTRY. ALL NEW CAN LIGHTING AND STONE COUNTERTOPS. SNACK BAR COUNTER NEXT TO THE DINING ROOM WITH SLIDERS TO GO OUTSIDE TO A COVERED PATIO FOR GRILLING OR JUST TO RELAX. THE PRIMARY BEDROOM UP STAIRS OFFERS ITS OWN NEW SLIDERS THAT OPEN UP ONTO A PRIVATE BALCONY OVERLOOKING THE HOLE BACK YARD WITH ITS BEAUTIFUL OAK TREES INSIDE IS THE MOST BEAUTIFUL STONE FIREPLACE, THIS 2 STORY IS SUCH AN EYE CATCHER IT'S A MUST TO SEE AND IT SITS ON 2.5 ACRES +- AND ITS ONLY HALF CLEARED. SO MUCH ROOM THE IDEAS ARE ENDLESS. City Water and Septic tank! Survey in office! Metal roof installed in 12-2025. R V. Hookup and pad. ! YES HORSES AND LIVE STOCK WELCOME. TRUCKS AND EQUIPMENT PLENTY OF PARKING. ALL NEW DRIVE WAY.

2598 Enterprise Osteen Road, Osteen

$529,000

5 Beds ⋅ 5 Baths ⋅ Westside SubDv. ⋅ 34747 Zip Code

Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!

2784 Roccella Court, Kissimmee

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